ORGANIC CHEMISTRY REVISION QUESTIONS 3. Below is a list of some organic compounds represented by the letters A to E. 1. (i) Explain the meaning of the following terms used in organic chemistry (a) Hydrocarbon (b) Functional group (c) Isomerism A C E [3] (ii) Draw the structural formula for the following compounds (a) Pentane (b) 2,2-dimethylpropane [2] (iii) State that part that is responsible for the following in any given organic compound (a) How the compound reacts (b) Its physical properties [2] 2. (a) State by giving reasons, the name of each of the following organic compounds. (i) (ii) CH3CH2CH2CH3 CH3CH2CH3 [4] (b) A to H are structural formulae of some organic compounds. CH4 C4H9OH D CH3COOH B D C4H10 C4H8 (a) Give the name of compound A [1] (b) Identify the two compounds, from the list, that belong to the same homologous series. [2] (c) (i) State the compound which has the same functional group as ethanol [1] (ii) Draw the displayed molecular structure of ethanol [1] (iii) Construct a chemical equation for the hydration of ethane to form ethanol [1] (d) (i) Give one compound that is an unsaturated hydrocarbon, from the list above. [1] (ii) Describe a chemical test for an unsaturated hydrocarbon. [1] (e) Compound E is acidic. (i) State the name of the compound E. [1] (ii) Describe a test to show that compound E is acidic. [1] 4. The table below shows the structural formulae of various monomers and the polymers that can be made from them. Give the letters which represent; (i) (ii) Two organic compounds which conform to the general molecular formula CnH2n+2. [2] Two compounds which are not hydrocarbons [2] (c) Explain why G and H are isomers [1] (d) B and D are members of the same homologous series. Give a reason why this statement is correct. [1] (e) Give the name of compound H. [1] (a) Identify the monomers which are hydrocarbons. [2] (b) Name the monomer W. [1] (c) Draw the displayed structure for polymer Y. [1] (d) (i) Identify the common feature among the monomers in the table above. [1] (ii) Give the name of the compound with this feature. [1] (e) Decane, C10H22 can be cracked tp produce hexane, C6H14 and butane, C4H8. Explain the meaning of the word cracking. [1] 5. (a) Organic compounds form homologous series. Give four characteristics of members of any homologous series [4] (b) (i) Draw the structure of an alkane with two carbon atoms in the molecule [2] (ii) Calculate the percentage by mass of hydrogen in this alkane. [2] (ii) (iii) State the two types of cracking Write down the two possible products when the compound C11H24 is cracked. [4] 8. Plastics are organic polymers. The table below describes two types of plastics. Complete the table. Part of the table has been completed for you as an example. 6. Organic acids are a homologous series of compounds having the carboxylic group – COOH joined to an alkyl radical. (a) What is the general formula for organic acids? [1] (b) Draw the structure of butanoic acid [1] (c) A reaction between an alcohol and an organic acid is described as esterification and this is similar to neutralisation. (i) Ehtylethanoate is an ester. Name two reagent used to prepare it. [2] (ii) State two ways in which esterification is different from neutralisation. [2] (iii) Write a balanced chemical equation for the esterification of ethylethanoate. [2] (d) Calculate the mass of ethylethanoate formed from 15g of the organic acid. [2] 7. (a) The following compounds are members of the homologous series of alkanes: CH4, C2H6, C3H8, C4H10 and C5H12 (i) (ii) (iii) State the formulae of the next two members in this series State with reason whether the compound C9H18 belongs to the family of alkanes or not. Among the five members given, state with reason the one with the highest boiling point. [6] (b) The demand for petrol worldwide increases every year. To meet the demand, large molecules of hydrocarbons are cracked. (i) What do you understand by the term cracking? [4] 9. Crude oil is an important raw material that we need in modern life. Engineers process and refine crude oil in a tower to produce a number of fractions as shown in the diagram below. (a) Name the process used to separate the fractions of crude oil. [1] (b) Name the two major elements that are found in crude oil. [2] (c) State two differences in physical properties between fractions extracted at C and B. [2] (d) A large proportion of fraction A has the molecular formula CH4. Write a balanced chemical equation for the complete combustion of the compound with chemical formula CH4. [2] (e) Crude oil is a non-renewable energy source. Explain what is meant by a nonrenewable source. [1] 10. Protein are macromolecules. naturally occurring (a) (i) Define the term macromolecule [1] (ii) Name another naturally occurring macromolecule. [1] (b) Proteins can be hydrolysed to amino acids. State a suitable reagent and condition for this hydrolysis. [2] (c) The structure of a section of a protein can be represented as; (a) Complete the table above. [3] (b) What is the best method of disposing of polyvinylchloride and polymer B? [1] (c) Name the products of protein hydrolysis. [1] 13. Study the following sequence of reactions. Glucose → ethanol → ethene → polyethene (i) Describe one similarity in the structure of a protein and the structure of nylon. [1] (ii) Describe one way in which the structure of a protein differs from the structure of nylon. [1] (d) Protein and nylon are both made by condensation polymerization. Explain what is meant by condensation polymerization. [1] 11. Ethene, C2H4, is a hormone found in most plants. Tomatoes release ethene as they ripen. Fruit growers use ethane as a ripening agent. (a) Draw a displayed structural formula of ethene. [1] (b) (i) State the homologous series to which ethene belongs. [1] (ii) Give the general formula of this homologous series. [1] (iii) State the molecular formulae of the fourth and fifth members of this homologous series respectively. [2] (c) State one major source of ethene and the method by which it is obtained. [2] (d) Two of the substances made from ethene are shown below; (i) Name the substances R and S. (ii) State one use of substance S [2] [1] 12. The table below shows some information on two polymers. (a) (i) What name is given to the process by which glucose changes into ethanol? [1] (ii) Name the enzyme responsible for the change in (i) above. What gas is produced during this process? [2] (b) Name the process and the catalyst used when ethene changes into polyethene [2] (c) Draw the structure of polyethene with three repeating units. [1] (d) When polyethene is burnt in excess air, two products are formed. Name the products. [2] (e) Polyethene is a non-biodegradable substance. Explain what is meant by the term non-biodegradable and state the effect of such polymers on the environment. [2] 14. 4.2g of a gaseous hydrocarbon Z was analysed and was found to contain 3.6g of carbon and 0.6g of the other element. (a) Using the information provided above, deduce the molecular formula of the hydrocarbon Z. [4] (b) Name the other element. [1] (c) Draw the molecular structure of hydrocarbon Z. [1] (d) (i) To which homologous series does hydrocarbon Z belong? [1] (ii) Write the general formula of the homologous series to which hydrocarbon Z belongs. [1] (e) The analysed hydrocarbon Z was later burnt in limited supply of air although such a reaction is dangerous. (i) Explain why the burning of hydrocarbon Z in limited supply of air is dangerous. [2] (ii) Write the balanced chemical equation for the burning of hydrocarbon Z in limited supply of air. Include state symbols. [2] (f) Can hydrocarbon Z be polymerised? Give a reason for your answer. [2] (g) Hydrocarbon Z was bubbled into aqueous bromine and acidified potassium manganite (VII). State what was observed when ...... (i) hydrocarbon Z was bubbled into aqueous bromine. [1] (ii) hydrocarbon Z was bubbled into acidified potassium manganite (VII). [1] 15. Carefully study the structural formula of an organic compound below. The letters are not the actual chemical symbols of the respective elements. (a) Name the chemical bond labelled Y [1] (b) (i) Using the letters, write the molecular/chemical formula of the structure above. [1] (ii) How many elements are in this compound? [1] (iii) Suggest two physical properties of this compound. [2] 16. Below is a sketch of a fractionating column used in the fractional distillation of crude oil. [2] (c) The molecules of the fractions lower on the column do not have a lot of uses. How can their use be enhanced? [1] 17. Below are the chemical formulae of some organic compounds. CH3OH CH3COOCH3 CH4 CH3COOH C2H4 A B C D E (a) Using the letter labels only, choose a compound which; (i) undergoes substitution reaction (ii) is used in the making of perfumes (iii) is used in the industrial manufacture of ethanol [3] (b) (i) Describe a chemical test that is used to distinguish compound D from compound E. (ii) State one use of compound C. [2] (c) Part of the structure of terylene is shown below. (i) Draw the repeating unit in terylene (ii) state one use of terylene [2] (d) Some people dispose of old and useless terylene materials by burning them. Explain the danger caused by this method of disposal and suggest a better way of getting rid of unwanted terylene materials. [3] 18. The series of processes below show the links to the formation of an ester known as ethyl ethanoate. (a) State any one use for each of the fractions A, B, C. [3] (b) Name and draw the structural formula of the main constituent of natural gas. (a) From the reaction scheme above, name processes K, L and M. [3] (b) Construct the chemical equation describing process K. Include state symbols. [2] (c) State both the chemical name and common name for substance P. [2] (d) State the general formula of the series where substance P belongs. [1] (e) Give any two uses of ethyl ethanoate [2] 19. Propene (CH3 – CH = CH2) reacts with steam to give a major product propan-2-ol. (a) State the essential conditions in this reaction. [2] (b) State the kind of reaction that occurs between propene and steam. [1] (c) However, there is also a minor byproduct formed in such a reaction. (i) Give the full (displayed) structural formula and the systematic name of this by-product. [2] (ii) How is the major product separated from the minor product? [1] (d) State the general formula for alkenes [1] 20. The following table shows some information about the second member in the respective homologous series. Complete the table by filling in the correct information. [6] 21. Figure 21.1 below shows the structural formula of an organic compound. Figure 21.1 (a) (i) To which homologous series does this compound belong? [1] (ii) Circle the functional group of the homologous series to which the compound belongs. [1] (b) (i) Name the organic product formed methanol reacts with the organic compound above. [1] (ii) To which homologous series does this new compound belong? [1] (iii) State how the organic compound formed in (b)(i) above can be identified [1] 22. (a) (i) What is meant by the term unsaturated hydrocarbon? [1] (ii) Name one unsaturated hydrocarbon and draw its structural formula. [2] (iii) Name or write the chemical formula of the product formed when bromine and the named unsaturated hydrocarbon combine. [1] (iv) Name one saturated hydrocarbon and draw its structural formula. [2] (b) (i) Which one of the two named hydrocarbons in (a)(ii) and (iv) can be converted to a polymer? [1] (ii) Name the polymer and draw its structure. [2] (iii) State one environmental disadvantage of the polymer named in (b)(i). [1] 23. Pentane is a member of a homologous series of organic compounds. (a) Define the phrase homologous series [1] (b) Give any two characteristics of a homologous series, illustrating your answer with a suitable example. [4] (c) Pentane is an example of a compound that exhibits isomerism. (i) What do you understand by isomers? (ii) Draw and name the structures of any two isomers of pentane. [5] (d) Chloroethene is a monomer that can be used to form an addition polymer. (i) What is meant by the term monomer? [1] (ii) Draw the structure of the monomer chloroethene. [1] (iii) Name the polymer formed from chloroethene. [1] (iv) Give two important uses of the polymer formed from chloroethene [2] (v) Give one disadvantage of plastics [1] 24. Ethene, C2H4 is an unsaturated hydrocarbon. It is manufactured from petroleum as shown in the flow diagram. (a) Name the two processes Y and Z. [2] (b) Describe either process X or Z, include necessary conditions for any reactions. [2] (c) Ethene can undergo hydrogenation process with hydrogen. Write the reaction equation using displayed structures. [2] 25. Both fats and proteins are natural polymers. (a) Name the synthetic polymer that has the same linkage as: (i) fats (ii) proteins [2] (b) (i) Draw the type of linkage found in the synthetic polymer named in (a)(i) above and name the linkage. [2] (ii) Synthetic polymers are nonbiodegradable. What is meant by this statement? [1] (c) The structure displayed below is for another natural polymer. (i) Name this polymer [1] (ii) Is this polymer an addition or a condensation polymer? Give a reason for your answer. [2] (iii) Draw the structure of the monomer used to synthesize this polymer. [1] (iv) What type of linkage is found in this polymer? [1] 26. Ethanol, C2H5OH, can be manufactured by two different processes. Process 1 – the catalyzed addition of steam to ethane Process 2 – the fermentation of glucose (a) Name the type of reaction used to manufacture ethane. [1] (b) (i) Write the equation for process 1. (ii) Suggest the name of the alcohol made when the alkene C3H6 reacts with steam in the presence of a catalyst. [2] (c) The equation for process 2 is shown below. C6H12O6(aq) → 2C2H5OH(aq) + 2CO2(g) (i) Describe two essential conditions required for efficient fermentation. [2] (ii) Suggest one advantage of manufacturing ethanol by process 2 rather than by process 1. [1] (d) Process 2 makes an aqueous solution of ethanol. Suggest a method of purification that can be used to remove water from the aqueous ethanol. [1] (e) Describe a chemical test which could be used to positively identify the carbon dioxide formed during fermentation. [2] (f) Other than process 1 and 2, suggest another reaction from which ethanol might be produced. [1] 27. The diagram below gives a summary of the breakdown of starch to maltose and then to ethanol. (a) Name the process represented by the letters A and B. [2] (b) What is the purpose of the yeast in process A? [1] (c) Apart from water, which other product is produced when a mixture of propanol and concentrated potassium dichromate is heated? [1] (d) If ethanol is added to the product in part (c) in the presence of concentrated sulphuric acid; (i) name the class of compounds to which the product belongs. [1] (ii) give one everyday use of the product in (i) above. [1] 28. Plastics are made of macromolecules called polymers. In the middle of the Pacific Ocean there is a huge area of water that is contaminated with small bits of plastics. The water plastics have washed away from the coastline. (a) Part of the structure of one of the polymers found in the ocean is shown below. (i) Name this type of polymer [1] (ii) Draw the structure of the monomer used in the manufacture of this polymer [1] (iii) Explain why this polymer is described as a saturated hydrocarbon. [1] (b) Suggest why this polymer is not destroyed in water. (a) Name the other product formed in this reaction. [1] (b) Draw the structures of the compounds in the boxes below: (c) Suggest one commercial use for propyl ethanoate. [1] (a) The Table gives the boiling points of some alkanes. (i) (ii) (iii) Ethane Propane Butane Pentane C2H6 C3H8 C4H10 C5H12 (ii) Boiling point (°C) - 88 - 42 0 36 Identify two characteristics of a homologous series shown in the table above. [2] Plot a graph of boiling points against number of carbon atoms for the alkane in the table. [3] Use your graph to deduce the boiling point of hexane. [1] (b) A hydrocarbon has the formula C8H16. Explain why this is not an alkane. [1] (c) In some parts of the world, butane is used as a fuel for room heaters. If What causes incomplete combustion? Construct an equation to show that incomplete combustion of butane produces carbon monoxide and water only. [2] 31. Propane and compounds. propene are organic (a) State one similarity and one difference between the structures of propane and propene [2] (b) Name a substance that can be used to distinguish between propane and propene. In each case, describe what you would see. [3] (c) Another compound, Z, can be polymerized to form polystyrene. Part of the structure of polystyrene is shown below; (i) (ii) 30. The question is about alkanes. Formula (i) [1] 29. Propanol, C3H7OH, reacts with ethanoic acid, CH3COOH, to form ester propyl ethanoate. Name these are faulty, incomplete combustion occurs and carbon monoxide is produced. (iii) Draw the structure of compound Z. Name the two products which are formed by complete combustion of polystyrene Give one advantage of disposing of waste polystyrene by burning. [4]